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Synthesis of 12‑O‑Mono- and Diglycosyl-oxystearates, a New Class of Agonists for the C‑type Lectin Receptor Mincle

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journal contribution
posted on 2018-12-13, 00:00 authored by Le Van Huy, Chiaki Tanaka, Takashi Imai, Sho Yamasaki, Tomofumi Miyamoto
Fifteen glycosyl-oxystearates were synthesized by Crich’s 4,6-benzylidene and Köening–Knorr strategies. Assessment of structure–activity relationships using macrophage-inducible C-type lectin (Mincle) receptor cells expressing nuclear factor of activated T cells (NFAT)-green fluorescent protein (GFP) revealed that four dimannopyranosyl-oxystearate analogues were Mincle agonists and that 12-O-(2-O-α-d-mannopyranosyl)-α-d-mannopyranosyl-oxystearate was as an activator of both mouse and human Mincle.